(2S,4R)-1-[(2S)-1-(2-azaniumylacetyl)pyrrolidine-2-carbonyl]-4-hydroxypyrrolidine-2-carboxylate

Base Information

• Chemical Name: (2S,4R)-1-[(2S)-1-(2-azaniumylacetyl)pyrrolidine-2-carbonyl]-4-hydroxypyrrolidine-2-carboxylate
• CAS No.: 2239-67-0
• Molecular Formula: C₁₂H₁₉N₃O₅
• Molecular Weight: 285.3
• Hs Code.: 2933990090
• Mol file: 2239-67-0.mol

Synonyms:

Chemical Property of (2S,4R)-1-[(2S)-1-(2-azaniumylacetyl)pyrrolidine-2-carbonyl]-4-hydroxypyrrolidine-2-carboxylate

Chemical Property:

• Vapor Pressure: 1.67E-18mmHg at 25°C
• Boiling Point: 629.8°Cat760mmHg
• PKA: 3.18±0.40(Predicted)
• Flash Point: 334.7°C
• PSA: 124.17000
• Density: 1.493g/cm³
• LogP: -1.44140
• Storage Temp.: -15°C
• XLogP3: -3.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 285.13247072
• Heavy Atom Count: 20
• Complexity: 422

Purity/Quality:

99%, ^*data from raw suppliers

H-Gly-Pro-Hyp-OH ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(N(C1)C(=O)C[NH3+])C(=O)N2CC(CC2C(=O)[O-])O
• Isomeric SMILES: C1C[C@H](N(C1)C(=O)C[NH3+])C(=O)N2C[C@@H](C[C@H]2C(=O)[O-])O
• Uses: H-Gly-Pro-Hyp-OH is a bioactive peptide that plays roles in various physiological functions. A peptidic inhibitor of dipeptidylpeptidase-IV (DPP-IV)

Technology Process of (2S,4R)-1-[(2S)-1-(2-azaniumylacetyl)pyrrolidine-2-carbonyl]-4-hydroxypyrrolidine-2-carboxylate

There total 3 articles about (2S,4R)-1-[(2S)-1-(2-azaniumylacetyl)pyrrolidine-2-carbonyl]-4-hydroxypyrrolidine-2-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

→ Gly-Pro-Hyp (2239-67-0)

Guidance literature:

With methanol; palladium; acetic acid;

Reference yield:

trans-1-[1-(N-benzyloxycarbonyl-glycyl)-L-prolyl]-4-hydroxy-L-proline-benzyl ester (7801-39-0) → Gly-Pro-Hyp (2239-67-0)

Guidance literature:

With methanol; palladium; acetic acid;

Reference yield:

(2S)-1-(2-[[(benzyloxy)carbonyl]amino]acetyl)tetrahydro-1H-pyrrole-2-carboxylic acid (1160-54-9) → Gly-Pro-Hyp (2239-67-0)

Guidance literature:

Multi-step reaction with 2 steps

1: CHCl₃; triethylamine; chlorocarbonic acid ethyl ester / anschliessend Behandeln mit trans-4-Hydroxy-L-prolin-benzylester-hydrochlorid

2: palladium; acetic acid; methanol

With methanol; chloroform; chloroformic acid ethyl ester; palladium; acetic acid; triethylamine;

upstream raw materials:

trans-1-[1-(N-benzyloxycarbonyl-glycyl)-L-prolyl]-4-hydroxy-L-proline-benzyl ester

(2S)-1-(2-[[(benzyloxy)carbonyl]amino]acetyl)tetrahydro-1H-pyrrole-2-carboxylic acid

Downstream raw materials:

Pro-Hyp